Property Value

8 Beds ⋅ 8 Baths ⋅ 409860 MLS ⋅ Fee Simple Tenure

An exceptionally rare opportunity to acquire two side-by-side oceanfront properties that creates a private coastal compound in one of South Maui’s most coveted enclaves. Positioned approximately 40 feet above a pristine crescent-shaped white sand beach this offering delivers a setting that cannot be duplicated under current coastal regulations. Behind a gated entry, the combined estate offers unmatched scale, privacy, and flexibility ideal as a legacy family retreat, multi-generational compound, or secure oceanfront enclave. Expansive decks from 2 distinct residences project toward the horizon, capturing sweeping panoramic views from Makena to the West Maui Mountains, with year-round sunsets and an ever-changing Pacific backdrop. A gated footpath leads to a secluded stretch of sand known as “Secret Beach,” offering rare, near-private access just steps from your door. Opportunities of this magnitude—two contiguous oceanfront parcels with elevation, privacy, and direct beach access—are extraordinarily limited. Offered together, this is a chance to secure a one-of-one compound in a supply-constrained market where replacement is simply not possible. Minutes from Wailea’s world-class golf, dining, and shopping, yet worlds apart in privacy and setting. Legacy property. Irreplaceable location. Finite opportunity. **Disclosure, some images have been virtually staged**

4640 & 4650 Makena Rd, Kihei

Listing courtesy of Hawaii Life (W).

$37,000,000

408242 MLS ⋅ Fee Simple Tenure

MAKENA RANCH -160 ACRES OF OCEANVIEW LEGACY LAND Offered at $37 Million I Fee Simple Makena Ranch encompasses approximately 160 acres across 13 agricultural-zoned parcels along Maui's prestigious Makena Road-one of the largest privately held tracts on the island's southern coast. This gated ranch features private access, a paved internal driveway, underground electrical service, and a redundant, large-capacity private water system supporting both domestic and fire-protection needs. Designed with flexibility in mind, the property offers off-grid or hybrid power potential through private power generation systems. Sweeping ocean, mountain, and neighbor-island views span from La Perouse Bay to Big Beach, showcasing Maui's most dramatic coastline. Multiple building sites across the parcels provide exceptional options for a private estate compound, multi-residence development, or agricultural retreat. Combining scale, seclusion, and readiness, Makena Ranch represents an unparalleled opportunity to own a secure, fee-simple legacy asset in one of Hawaii's most exclusive regions. Listor has a financial interest in the property.

7191 Makena Rd, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$35,000,000

3 Beds ⋅ 5 Baths ⋅ 410926 MLS ⋅ Fee Simple Tenure

Close to an acre on Keawakapu Beach, where South Kihei Road ends and Wailea begins. Roughly 170 feet along the water lets the homes stand far back behind a wide green lawn and a grove of tall coconut palms. Look west and Kaho'olawe and Lanai fill the horizon, with sunsets in the ocean in every season. The primary residence sits under a great thatched roof, framed in Douglas fir and lined in woven bamboo. The great room rises into the trusses and opens fully to a covered stone lanai. Grass comes next, then the sandy beach. The primary suite is tucked under the ridgeline upstairs, where glass panels fold back to a deck over the sand. A second building stands on the far side of the grounds, with guest quarters on its upper floor. This Ohana has a separate entry, two bedrooms each with its own bath, and a lanai and balcony facing the sea. Between the homes, a freeform pool curves through natural rock, hiding a grotto and a slide, with a shallow ledge for lounging and an elevated spa. This bohemian luxury property is truly a unicorn. Oceanfront land like this is uncommon in Maui. Designed by Ike Kligerman Barkley. Offered fully furnished and in excellent condition.

3234 S Kihei Rd, Kihei

Listing courtesy of Hawaii Life (L).

$26,500,000

6 Beds ⋅ 6 Baths ⋅ 409734 MLS ⋅ Fee Simple Tenure

THE ULTIMATE MAUI DREAM . . A Makena Generational Oceanside Retreat offering 8B|8B resort-style living with separate oceanside pool home, features smart-home technology, unobstructed ocean & sunset views, Haleakala sunrise views situated on a professionally landscaped one-acre gated and walled tropical estate. In a world moving faster than ever, it is intentionally crafted for life to slow down. The indoor-outdoor lifestyle is designed for multigenerational living, executive retreats and legacy ownership. The most sophisticated are no longer asking where to live . .They are asking, “Where can we breathe?” The compound offers a vast combination of energy efficiency, self-sufficiency and refined comfort featuring what we are told is the largest residential Tesla Solar Roof in the US installed in 2024. Extensively upgraded under the current owner with substantial infrastructure, aesthetic and technology enhancements, the property is now offered well below current replacement cost. The Makena community remains one of Maui’s most coveted luxury destinations. The current property manager offers lock-and-leave convenience. The luxurious amenities are endless with privately separated interior living areas offering exceptional craftsmanship, premium wood finishes, floor-to-ceiling bifold glass doors, elevator, gourmet kitchen, exercise area, massage room, sauna, and steam shower. The dramatic custom water features include a puka lava entry waterfall with pond and interior floor-to-ceiling water feature at the base of the floating staircase. The additional luxury oceanside pool home with its oversized heated pool includes its own gourmet kitchen, Italian brick pizza oven and rear projection entertainment system. Combined with many additional features parking is a breeze with a 4+car garage and generous additional parking areas.

7505 Makena Rd, Kihei

Listing courtesy of Compass-W.

$26,000,000

4 Beds ⋅ 5 Baths ⋅ 410474 MLS ⋅ Fee Simple Tenure

What can money buy that time can't? Six years of thoughtful planning, design, construction, and mature landscaping, ready today. Spanning 4.35 acres across two adjoining parcels, including a rare buildable two-acre lot, 215 & 217 Plantation Club Dr. is a wellness retreat for those who value privacy, health, and the freedom to disconnect. Perched 325 feet above sea level in a lush West Maui microclimate and sited according to Chinese feng shui principles, the estate captures panoramic views of Moloka'i, Lana'i, and the Au'au Channel, where humpback whales winter and calve. Across the road is Honolua Bay, Maui's iconic surf break, with the Plantation Golf Course 200 yards away. Recovery is built into the architecture. The primary suite features a 15-foot rain shower and soaking tub, while the pool house includes a Pilates studio and aromatherapy steam shower. Outside, a heated 22-by-60-foot saltwater pool, spa, and cold plunge create a daily ritual of restoration. This isn't a house with amenities. It's a private wellness compound with bedrooms attached. More than 90 fruit trees across 16-plus varieties are irrigated by a private cistern, complemented by an outdoor kitchen with a wood-fired pizza oven. A detached five-car garage with high-lift doors accommodates 10 vehicles. Fully furnished in Plantation Estates near Kapalua Resort, beaches, golf, and dining. Offered below replacement cost - an opportunity that can't be recreated today.

215 Plantation Club Dr, Lahaina

Listing courtesy of Compass-W.

$24,500,000

4 Beds ⋅ 6 Baths ⋅ 408751 MLS ⋅ Fee Simple Tenure

One-of-a-Kind Keawakapu Beachfront Estate in one of Maui’s most coveted oceanfront settings, offering an extraordinary blend of irreplaceable beach proximity, modern structural integrity, and timeless refined island design. The residence was completely rebuilt from the foundation up, completed in 2013—retaining only the original pool and foundation to preserve its rare, grandfathered beachfront setback. The result is a fully reimagined wood-framed home enhanced with structural steel beams, allowing for expansive open spans and a modern layout. The estate includes a spacious main residence, separate guest home, and three-car garage, creating a private compound ideal for multigenerational living or luxury hosting. Designed for unforgettable gatherings, multiple indoor and outdoor living spaces flow effortlessly to a spectacular resort-style pool with slide, hot tub, waterfalls, and dramatic rock grotto. A distinctive basement level serves as the ultimate retreat, featuring a game room with custom Koa wood bar, in-home gym, craft room, and additional guest suite with full bath. Lush tropical landscaping, sauna, and multiple outdoor showers enhance the resort-caliber experience. The chef’s kitchen and dining area showcases Sepalle wood detailing and striking Labradorite granite countertops, blending warmth with sophistication. The primary suite is a sanctuary, complete with a spa-inspired bath featuring a floating tub, private sundeck, and panoramic Haleakala views. Throughout the property, incredible details and textures create a custom, curated feel. Meticulously rebuilt in 2013 to combine modern structural capability with an irreplaceable oceanfront location, this legacy beachfront estate represents a rare and irreplaceable offering on Maui.

3060 S Kihei Rd, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$23,000,000

4 Beds ⋅ 5 Baths ⋅ 402062 MLS ⋅ Fee Simple Tenure

Set on one acre surrounded by 6ft stone walls, 7595 Makena Road is a contemporary Makena residence defined by privacy, endless ocean views, and an exceptional connection to its surroundings. Completed in 2022, the home offers 4,778 square feet of interior living space with four en-suite bedrooms, 4.5 bathrooms, and thoughtfully designed spaces that open naturally to the outdoors. Expansive glass draws the Pacific and surrounding landscape into the home, while a 995-square-foot covered lanai extends the main living areas outside. Generous proportions create an effortless setting for both quiet everyday living and entertaining, with each bedroom suite offering privacy for family and guests. Modern amenities include an elevator, integrated smart-home technology, and an 870-square-foot three-car garage. Together with the residence and covered lanai, the property encompasses approximately 6,643 square feet of combined space. Across Makena Road, the coastline near Ahihi Bay provides a dramatic backdrop of clear water, rugged shoreline, and memorable sunsets. The setting feels removed and private, yet the resorts, dining, golf, shopping, and amenities of Wailea remain within a few minutes reach. What distinguishes 7595 Makena Road is the balance it achieves: contemporary architecture without losing its connection to Maui, substantial scale without sacrificing intimacy, and a private Makena setting centered on the landscape and ocean beyond. For those seeking a modern home in one of South Maui’s most compelling coastal settings, 7595 Makena Road offers a rare opportunity to experience Makena with space, privacy, and the Pacific always close at hand.

7595 Makena Rd, Kihei

Listing courtesy of Compass-W.

$19,750,000

4 Beds ⋅ 5 Baths ⋅ 407563 MLS ⋅ Fee Simple Tenure

Basking in the breathtaking beauty of Maui, perched just 25 feet from the shoreline, 51 Hui Road E is more than an oceanfront estate – it is a living work of art. Built entirely in reinforced concrete and completed with precise craftsmanship, this timeless villa is as enduring as the island itself. Each pillar sinks deep into the volcanic foundation, giving this island masterpiece a quiet strength that mirrors the steady rhythm of the Pacific. Its proximity to the ocean can never be duplicated. The exotic architecture fuses Mediterranean grace with tropical ease. It celebrates both endurance and grace. It is a home designed, not merely to exist beside the ocean, but to belong to it – to draw strength from its power and beauty from its calm. Its most recognizable feature, a glowing orange palapa overlooking the ocean is perfect for casual outdoor living and dining. It offers surreal views of shimmering sunsets that stretch to the jewels of Lanai and Molokai as well as a serene vantage for watching whales in season. Steps away, the heated pool finished in mosaic tile mirroring the sea and an inset spa await. Garden pools, a koi pond, and lush, mature landscaping enhance the setting. Inside, the villa unfolds in layers of artistry and intimacy. The grand salon with its 17-foot vaulted ceilings, arched colonnades, Italian fountain, and romantic star shaped skylights set a tone of cultivated elegance. The chef’s kitchen discretely tucked away, honors traditional European service design – a private culinary domain outfitted with professional appliances, handcrafted cabinetry, and artisanal tile work. The primary suite is an ode to serenity. A four-poster bed faces an arched lanai framed in tropical vines opening to the sea beyond. Morning light spills across white stone floors while a hand-tiled fireplace and soft coastal hues evoke both romance and repose. In the adjoining bath, marble, crystal, and natural light converge. A soaking tub is framed by palms and ocean views. The library reveals the home’s most personal voice: coral-colored walls, a hand-painted ceiling, and imported carved wooden doors that open into a space of warmth. A place where art, books, and tropical light are in quiet harmony. A second wing includes guest accommodations, a magnificent wine storage area, and laundry facilities. Gates to the property open to a large motor court and garage with ocean views as well as custom work bench and additional storage. The immense substructure offers additional flexibility, not included in the living area square footage. Minutes from Kapalua Resort, yet entirely private, 51 Hui Road E stands as one of Maui’s most extraordinary oceanfront estates – where art, engineering, and the eternal rhythm of the Pacific meet in perfect harmony.

51 Hui Road E, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$19,750,000

7 Beds ⋅ 9 Baths ⋅ 406991 MLS ⋅ Fee Simple Tenure

This magnificent oceanfront West Maui estate rests on approximately 1/2 acre of prime land in Kahana with over 250 feet of ocean frontage. Perfectly located between Kaanapali and Kapalua Resorts, this oceanfront property has no equal in the Hawaiian Islands. This nearly 10,000 square foot residence epitomizes Pacific Rim architecture. Glass pocket doors slide into rock walls bordering the spacious great room, which includes a grand living and dining area, as well as a fabulous open kitchen with separate enclosed butler's pantry. A floating mezzanine soars above the great room with a phenomenal sports bar and game tables. There are seven oceanfront suites, one being utilized as a media suite and one as a gym, each with a luxurious bath and most with a wet bar. Every suite is oceanfront with sweeping views of the neighboring island of Lanai and glimpses of Molokai. The large primary suite offers complete privacy and a fabulous outdoor lanai. The primary bathroom features an Italian custom two-person stone Jacuzzi tub, exquisite stonework, built-in wall speakers, and an expansive closet. An attached oceanfront one-bedroom Ohana can be utilized as a private office, for guests, or a caretaker. Extensive enhancements to the property include a new roof with 60KW photovoltaic solar system. Throughout the interior a selection of doors were replaced with new 10 ft. doors, freshly stained wood, new screens, and high-efficiency shades. A new Hydraulic elevator was installed, as well as new commercial-grade high efficiency air conditioning systems. Electronics have been significantly improved with a Control 4 System, a new Lutron system, top-of-the-line speakers throughout, as well as a state-of-the-art security camera system. A custom pool, complete with spa and waterfalls, is easily accessible from the great room. Moving outdoors, the oceanfront lanai and grilling area offer expansive coastal views. An outdoor landscape sound system has been integrated into the tropical gardens along with Tiki gas lamps and a fire pit from a local artist. The driveway was redesigned for convenience with the addition of a second entrance. Custom wood gates give the vehicular and pedestrian entrances a sophisticated natural appeal. Offered turnkey.

4809 Lower Honoapiilani Rd, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$16,950,000

5 Beds ⋅ 6 Baths ⋅ 410130 MLS ⋅ Fee Simple Tenure

Perched on Maui’s coveted west side, this extraordinary 8-bedroom private estate offers a level of luxury, privacy, and craftsmanship rarely seen in Hawai'i. More than a home, this is a legacy estate, an irreplaceable Maui sanctuary designed for those who accept nothing less than extraordinary. Located in the coveted Plantation Estates at Kapalua community on the incredible 16th hole of the world-class Plantation Course, the property commands unmatched sweeping panoramic views across the Pailolo Channel framed by the stunning views of the outer islands of Lana'i and Moloka'i. Designed without compromise, the 2-acre estate encompasses more than 8,200 square feet across two separate residences, creating a private retreat unlike any other. Resort-caliber amenities include an infinity-edge pool and dual spas, private office, theater and fitness center. The 7,200 square foot 5-bedroom 5.5 bath main residence seamlessly blends indoor and outdoor living through expansive custom pocket sliding doors that open to reveal breathtaking ocean vistas and unforgettable sunsets. Rich natural materials, custom African Mahogany millwork, exotic stone, and world-class finishes define every space, from the chef’s kitchen and grand great room to the spectacular primary suite. A fully appointed three-bedroom guest cottage with its own pool, fire-pit and Palapa set over a koi pond provides exceptional accommodations for family, guests, or staff while maintaining complete privacy. Aside from world-class golf, the Kapalua resort offer the utmost in amenities including award-winning spa, tennis and pickleball, exquisite dining options and some of the finest beaches: Fleming Beach, Oneloa Bay and Kapalua Bay, which was rated as the Best Beach in America by Conde Nast Travel Magazine.

706 Mokuleia Pl Unit 6, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

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